CH211237A - Process for the preparation of a condensation product which can be used for pest control. - Google Patents
Process for the preparation of a condensation product which can be used for pest control.Info
- Publication number
- CH211237A CH211237A CH211237DA CH211237A CH 211237 A CH211237 A CH 211237A CH 211237D A CH211237D A CH 211237DA CH 211237 A CH211237 A CH 211237A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation product
- pest control
- preparation
- mol
- benzaldehyde
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 5
- 241000607479 Yersinia pestis Species 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- MRXZEDMLQMDMGB-UHFFFAOYSA-N 3-formylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(C=O)=C1 MRXZEDMLQMDMGB-UHFFFAOYSA-N 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- VZXOZSQDJJNBRC-UHFFFAOYSA-N 4-chlorobenzenethiol Chemical compound SC1=CC=C(Cl)C=C1 VZXOZSQDJJNBRC-UHFFFAOYSA-N 0.000 claims description 3
- 159000000014 iron salts Chemical class 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 238000000227 grinding Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- GKQXPTHQTXCXEV-UHFFFAOYSA-N (4-chlorophenyl)methanethiol Chemical compound SCC1=CC=C(Cl)C=C1 GKQXPTHQTXCXEV-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000130767 Tineidae Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 230000003053 immunization Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
Verfahren zur Darstellung eines zur Schädlingsbekämpfung verwendbaren Kondensationsproduktes. Es wurde gefunden, dass durch Konden sation von 1 Mol. Benzaldehyd-3-sulfonsäure mit 1 Mol. 4-Chlorbenzylmercaptan und wei tere Kondensation der entstandenen Hydrol- sulfonsäure mit 1 Mol. 4-Chlorthiophenol in Gegenwart saurer Kondensationsmittel das wasserlösliche, licht- und walkechte,
bestän dige 4-Chlorbenzyl-4'-chlorphenylmercaptal der Benzaldehyd-3-sulfonsäure erhalten wer den kann, welche Verbindung zur Verwen dung als Schädlingsbekämpfungsmittel, ins besondere zum Immunisieren gegen Kleider motten, geeignet ist. Das neue Kondensa tionsprodukt stellt nach dem Trocknen und Mahlen ein helles Pulver dar, das in Wasser gut löslich ist und schwerlösliche Blei- und Eisensalze bildet.
<I>Beispiel:</I> 1/1o Mol. Benzaldehyd-3-sulfonsäure wird in 100 Teilen Eisessig gelöst und bei 0 C mit 15,9 Teilen 4-Chlorbenzylmercaptan (1/1o Mol.) versetzt, worauf das Gemisch 12 Stun den bei Raumtemperatur sich selbst über- lassen wird.
Dann wird mit 12,4 Teilen 4- Chlorthiophenol (111o Mol.) versetzt und un ter Eiskühlung mit Salzsäuregas gesättigt. Nach 6stündigem Stehen wird in 1000 Teile Wasser eingerührt, die Lösung kalt mit Na tronlauge kongoneutral gestellt und aus- geäthert. Der Äther wird mit konz. Natron lauge zweimal gewaschen,
getrocknet und abdestilliert. Der Rückstand wird im Va kuum bei 80 bis<B>90'</B> getrocknet und gemah len. Das 4 - Chlorbenzyl - 4' - chlorphenylmer- captal der Benzaldehyd-3-sulfonsäure ist in Wasser leicht löslich und bildet schwerlös- liche Blei- und Eisensalze.
Process for the preparation of a condensation product which can be used for pest control. It has been found that by condensation of 1 mol. Benzaldehyde-3-sulfonic acid with 1 mol. 4-chlorobenzyl mercaptan and further condensation of the hydrolysulfonic acid formed with 1 mol. 4-chlorothiophenol in the presence of acidic condensing agents, the water-soluble, light and whale-proof,
Resistant 4-chlorobenzyl-4'-chlorophenylmercaptal of benzaldehyde-3-sulfonic acid obtained who can, which compound for use as a pest control, in particular for immunizing against clothes moths, is suitable. After drying and grinding, the new condensation product is a light-colored powder that is readily soluble in water and forms poorly soluble lead and iron salts.
<I> Example: </I> 1/10 mol. Benzaldehyde-3-sulfonic acid is dissolved in 100 parts of glacial acetic acid and 15.9 parts of 4-chlorobenzyl mercaptan (1/10 mol.) Are added at 0 ° C., whereupon the mixture 12 It is left to its own devices for hours at room temperature.
Then 12.4 parts of 4-chlorothiophenol (111o mol.) Are added and the mixture is saturated with hydrochloric acid gas under ice cooling. After standing for 6 hours, the mixture is stirred into 1000 parts of water, the solution is rendered Congo-neutral with cold sodium hydroxide solution and extracted with ether. The ether is with conc. Caustic soda washed twice,
dried and distilled off. The residue is dried and ground in a vacuum at 80 to 90 '. The 4-chlorobenzyl-4'-chlorophenyl mercaptal of benzaldehyde-3-sulfonic acid is easily soluble in water and forms poorly soluble lead and iron salts.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH211237T | 1939-03-08 | ||
| CH193611T | 1939-03-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH211237A true CH211237A (en) | 1940-08-31 |
Family
ID=25722535
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH211237D CH211237A (en) | 1939-03-08 | 1939-03-08 | Process for the preparation of a condensation product which can be used for pest control. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH211237A (en) |
-
1939
- 1939-03-08 CH CH211237D patent/CH211237A/en unknown
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